EP3122183A1 - Composition herbicide, procédé pour sa préparation et son utilisation - Google Patents
Composition herbicide, procédé pour sa préparation et son utilisationInfo
- Publication number
- EP3122183A1 EP3122183A1 EP15768386.3A EP15768386A EP3122183A1 EP 3122183 A1 EP3122183 A1 EP 3122183A1 EP 15768386 A EP15768386 A EP 15768386A EP 3122183 A1 EP3122183 A1 EP 3122183A1
- Authority
- EP
- European Patent Office
- Prior art keywords
- oil
- composition according
- microcapsules
- clomazone
- weight
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Withdrawn
Links
- 239000000203 mixture Substances 0.000 title claims abstract description 184
- 238000000034 method Methods 0.000 title claims abstract description 32
- 230000002363 herbicidal effect Effects 0.000 title claims abstract description 16
- 238000002360 preparation method Methods 0.000 title description 8
- 239000003094 microcapsule Substances 0.000 claims abstract description 104
- KIEDNEWSYUYDSN-UHFFFAOYSA-N clomazone Chemical compound O=C1C(C)(C)CON1CC1=CC=CC=C1Cl KIEDNEWSYUYDSN-UHFFFAOYSA-N 0.000 claims abstract description 96
- 239000005499 Clomazone Substances 0.000 claims abstract description 94
- 239000002904 solvent Substances 0.000 claims abstract description 46
- 239000008157 edible vegetable oil Substances 0.000 claims abstract description 44
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 39
- 239000008346 aqueous phase Substances 0.000 claims abstract description 32
- 229920000642 polymer Polymers 0.000 claims abstract description 30
- 239000012948 isocyanate Substances 0.000 claims abstract description 23
- 239000012071 phase Substances 0.000 claims abstract description 23
- 239000004094 surface-active agent Substances 0.000 claims abstract description 16
- 229920002396 Polyurea Polymers 0.000 claims abstract description 13
- 150000002513 isocyanates Chemical class 0.000 claims abstract description 13
- 239000006185 dispersion Substances 0.000 claims abstract description 10
- 239000002775 capsule Substances 0.000 claims abstract description 8
- 239000004971 Cross linker Substances 0.000 claims abstract description 5
- 239000007900 aqueous suspension Substances 0.000 claims abstract description 3
- 238000009472 formulation Methods 0.000 claims description 90
- 239000003921 oil Substances 0.000 claims description 73
- 235000019198 oils Nutrition 0.000 claims description 73
- VPVSTMAPERLKKM-UHFFFAOYSA-N glycoluril Chemical compound N1C(=O)NC2NC(=O)NC21 VPVSTMAPERLKKM-UHFFFAOYSA-N 0.000 claims description 39
- -1 Jojoba oil Substances 0.000 claims description 22
- 229920000538 Poly[(phenyl isocyanate)-co-formaldehyde] Polymers 0.000 claims description 14
- 235000014113 dietary fatty acids Nutrition 0.000 claims description 14
- 239000000194 fatty acid Substances 0.000 claims description 14
- 229930195729 fatty acid Natural products 0.000 claims description 14
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 claims description 12
- 235000015112 vegetable and seed oil Nutrition 0.000 claims description 12
- 239000007791 liquid phase Substances 0.000 claims description 11
- RRAMGCGOFNQTLD-UHFFFAOYSA-N hexamethylene diisocyanate Chemical compound O=C=NCCCCCCN=C=O RRAMGCGOFNQTLD-UHFFFAOYSA-N 0.000 claims description 10
- 239000005056 polyisocyanate Substances 0.000 claims description 10
- 229920001228 polyisocyanate Polymers 0.000 claims description 10
- 229920005989 resin Polymers 0.000 claims description 10
- 239000011347 resin Substances 0.000 claims description 10
- 238000012695 Interfacial polymerization Methods 0.000 claims description 9
- 239000005057 Hexamethylene diisocyanate Substances 0.000 claims description 8
- 239000002245 particle Substances 0.000 claims description 8
- 239000008158 vegetable oil Substances 0.000 claims description 8
- 125000003118 aryl group Chemical group 0.000 claims description 7
- 239000004359 castor oil Substances 0.000 claims description 7
- 235000019438 castor oil Nutrition 0.000 claims description 7
- ZEMPKEQAKRGZGQ-XOQCFJPHSA-N glycerol triricinoleate Natural products CCCCCC[C@@H](O)CC=CCCCCCCCC(=O)OC[C@@H](COC(=O)CCCCCCCC=CC[C@@H](O)CCCCCC)OC(=O)CCCCCCCC=CC[C@H](O)CCCCCC ZEMPKEQAKRGZGQ-XOQCFJPHSA-N 0.000 claims description 7
- 239000007788 liquid Substances 0.000 claims description 7
- 230000008635 plant growth Effects 0.000 claims description 7
- 239000000341 volatile oil Substances 0.000 claims description 7
- 235000019502 Orange oil Nutrition 0.000 claims description 6
- 239000003431 cross linking reagent Substances 0.000 claims description 6
- 239000001525 mentha piperita l. herb oil Substances 0.000 claims description 6
- 239000010502 orange oil Substances 0.000 claims description 6
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- 239000010632 citronella oil Substances 0.000 claims description 5
- 229930195733 hydrocarbon Natural products 0.000 claims description 5
- 150000002430 hydrocarbons Chemical class 0.000 claims description 5
- 239000002480 mineral oil Substances 0.000 claims description 5
- 239000003381 stabilizer Substances 0.000 claims description 5
- ASKIVFGGGGIGKH-UHFFFAOYSA-N 2,3-dihydroxypropyl 16-methylheptadecanoate Chemical compound CC(C)CCCCCCCCCCCCCCC(=O)OCC(O)CO ASKIVFGGGGIGKH-UHFFFAOYSA-N 0.000 claims description 4
- AMUTYVGRCVFCCD-UHFFFAOYSA-N 5,6-diaminopyridine-3-carboxylic acid Chemical compound NC1=CC(C(O)=O)=CN=C1N AMUTYVGRCVFCCD-UHFFFAOYSA-N 0.000 claims description 4
- 235000006667 Aleurites moluccana Nutrition 0.000 claims description 4
- 244000025254 Cannabis sativa Species 0.000 claims description 4
- 235000005747 Carum carvi Nutrition 0.000 claims description 4
- 240000000467 Carum carvi Species 0.000 claims description 4
- 241000220317 Rosa Species 0.000 claims description 4
- 240000004460 Tanacetum coccineum Species 0.000 claims description 4
- 235000019013 Viburnum opulus Nutrition 0.000 claims description 4
- 244000071378 Viburnum opulus Species 0.000 claims description 4
- ROVGZAWFACYCSP-MQBLHHJJSA-N [2-methyl-4-oxo-3-[(2z)-penta-2,4-dienyl]cyclopent-2-en-1-yl] (1r,3r)-2,2-dimethyl-3-(2-methylprop-1-enyl)cyclopropane-1-carboxylate Chemical compound CC1(C)[C@H](C=C(C)C)[C@H]1C(=O)OC1C(C)=C(C\C=C/C=C)C(=O)C1 ROVGZAWFACYCSP-MQBLHHJJSA-N 0.000 claims description 4
- 150000004945 aromatic hydrocarbons Chemical class 0.000 claims description 4
- WHGYBXFWUBPSRW-FOUAGVGXSA-N beta-cyclodextrin Chemical compound OC[C@H]([C@H]([C@@H]([C@H]1O)O)O[C@H]2O[C@@H]([C@@H](O[C@H]3O[C@H](CO)[C@H]([C@@H]([C@H]3O)O)O[C@H]3O[C@H](CO)[C@H]([C@@H]([C@H]3O)O)O[C@H]3O[C@H](CO)[C@H]([C@@H]([C@H]3O)O)O[C@H]3O[C@H](CO)[C@H]([C@@H]([C@H]3O)O)O3)[C@H](O)[C@H]2O)CO)O[C@@H]1O[C@H]1[C@H](O)[C@@H](O)[C@@H]3O[C@@H]1CO WHGYBXFWUBPSRW-FOUAGVGXSA-N 0.000 claims description 4
- 239000004202 carbamide Substances 0.000 claims description 4
- 239000010627 cedar oil Substances 0.000 claims description 4
- 229920001577 copolymer Polymers 0.000 claims description 4
- 239000003925 fat Substances 0.000 claims description 4
- 239000010643 fennel seed oil Substances 0.000 claims description 4
- BXWNKGSJHAJOGX-UHFFFAOYSA-N hexadecan-1-ol group Chemical group C(CCCCCCCCCCCCCCC)O BXWNKGSJHAJOGX-UHFFFAOYSA-N 0.000 claims description 4
- 239000002018 neem oil Substances 0.000 claims description 4
- GLDOVTGHNKAZLK-UHFFFAOYSA-N octadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCCCO GLDOVTGHNKAZLK-UHFFFAOYSA-N 0.000 claims description 4
- 229940015367 pyrethrum Drugs 0.000 claims description 4
- 239000008159 sesame oil Substances 0.000 claims description 4
- 235000011803 sesame oil Nutrition 0.000 claims description 4
- PRAKJMSDJKAYCZ-UHFFFAOYSA-N squalane Chemical compound CC(C)CCCC(C)CCCC(C)CCCCC(C)CCCC(C)CCCC(C)C PRAKJMSDJKAYCZ-UHFFFAOYSA-N 0.000 claims description 4
- MGSRCZKZVOBKFT-UHFFFAOYSA-N thymol Chemical compound CC(C)C1=CC=C(C)C=C1O MGSRCZKZVOBKFT-UHFFFAOYSA-N 0.000 claims description 4
- DVKJHBMWWAPEIU-UHFFFAOYSA-N toluene 2,4-diisocyanate Chemical compound CC1=CC=C(N=C=O)C=C1N=C=O DVKJHBMWWAPEIU-UHFFFAOYSA-N 0.000 claims description 4
- AZYRZNIYJDKRHO-UHFFFAOYSA-N 1,3-bis(2-isocyanatopropan-2-yl)benzene Chemical compound O=C=NC(C)(C)C1=CC=CC(C(C)(C)N=C=O)=C1 AZYRZNIYJDKRHO-UHFFFAOYSA-N 0.000 claims description 3
- 239000004952 Polyamide Substances 0.000 claims description 3
- 239000000084 colloidal system Substances 0.000 claims description 3
- 238000001035 drying Methods 0.000 claims description 3
- 239000010642 eucalyptus oil Substances 0.000 claims description 3
- 229940044949 eucalyptus oil Drugs 0.000 claims description 3
- 239000010648 geranium oil Substances 0.000 claims description 3
- 235000019717 geranium oil Nutrition 0.000 claims description 3
- NIMLQBUJDJZYEJ-UHFFFAOYSA-N isophorone diisocyanate Chemical compound CC1(C)CC(N=C=O)CC(C)(CN=C=O)C1 NIMLQBUJDJZYEJ-UHFFFAOYSA-N 0.000 claims description 3
- 239000000171 lavandula angustifolia l. flower oil Substances 0.000 claims description 3
- 239000010661 oregano oil Substances 0.000 claims description 3
- 229940111617 oregano oil Drugs 0.000 claims description 3
- 229920002647 polyamide Polymers 0.000 claims description 3
- 230000001681 protective effect Effects 0.000 claims description 3
- 239000010677 tea tree oil Substances 0.000 claims description 3
- 229940111630 tea tree oil Drugs 0.000 claims description 3
- 239000010678 thyme oil Substances 0.000 claims description 3
- JIABEENURMZTTI-UHFFFAOYSA-N 1-isocyanato-2-[(2-isocyanatophenyl)methyl]benzene Chemical compound O=C=NC1=CC=CC=C1CC1=CC=CC=C1N=C=O JIABEENURMZTTI-UHFFFAOYSA-N 0.000 claims description 2
- VBICKXHEKHSIBG-UHFFFAOYSA-N 1-monostearoylglycerol Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCC(O)CO VBICKXHEKHSIBG-UHFFFAOYSA-N 0.000 claims description 2
- RZRNAYUHWVFMIP-KTKRTIGZSA-N 1-oleoylglycerol Chemical compound CCCCCCCC\C=C/CCCCCCCC(=O)OCC(O)CO RZRNAYUHWVFMIP-KTKRTIGZSA-N 0.000 claims description 2
- FLPJVCMIKUWSDR-UHFFFAOYSA-N 2-(4-formylphenoxy)acetamide Chemical compound NC(=O)COC1=CC=C(C=O)C=C1 FLPJVCMIKUWSDR-UHFFFAOYSA-N 0.000 claims description 2
- OPJWPPVYCOPDCM-UHFFFAOYSA-N 2-ethylhexyl octadecanoate Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCC(CC)CCCC OPJWPPVYCOPDCM-UHFFFAOYSA-N 0.000 claims description 2
- HIQIXEFWDLTDED-UHFFFAOYSA-N 4-hydroxy-1-piperidin-4-ylpyrrolidin-2-one Chemical compound O=C1CC(O)CN1C1CCNCC1 HIQIXEFWDLTDED-UHFFFAOYSA-N 0.000 claims description 2
- 244000136475 Aleurites moluccana Species 0.000 claims description 2
- 241001116389 Aloe Species 0.000 claims description 2
- 244000061520 Angelica archangelica Species 0.000 claims description 2
- 235000003130 Arctium lappa Nutrition 0.000 claims description 2
- 244000294263 Arctium minus Species 0.000 claims description 2
- 235000008078 Arctium minus Nutrition 0.000 claims description 2
- 240000007436 Cananga odorata Species 0.000 claims description 2
- 235000002566 Capsicum Nutrition 0.000 claims description 2
- 241000723437 Chamaecyparis Species 0.000 claims description 2
- 241000675108 Citrus tangerina Species 0.000 claims description 2
- 241000016649 Copaifera officinalis Species 0.000 claims description 2
- 235000007129 Cuminum cyminum Nutrition 0.000 claims description 2
- 244000304337 Cuminum cyminum Species 0.000 claims description 2
- 244000166652 Cymbopogon martinii Species 0.000 claims description 2
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- 240000002943 Elettaria cardamomum Species 0.000 claims description 2
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- 240000000950 Hippophae rhamnoides Species 0.000 claims description 2
- 235000003145 Hippophae rhamnoides Nutrition 0.000 claims description 2
- 235000019501 Lemon oil Nutrition 0.000 claims description 2
- 241000546273 Lindera <angiosperm> Species 0.000 claims description 2
- OQILCOQZDHPEAZ-UHFFFAOYSA-N Palmitinsaeure-octylester Natural products CCCCCCCCCCCCCCCC(=O)OCCCCCCCC OQILCOQZDHPEAZ-UHFFFAOYSA-N 0.000 claims description 2
- 239000006002 Pepper Substances 0.000 claims description 2
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- 235000011613 Pinus brutia Nutrition 0.000 claims description 2
- 241000018646 Pinus brutia Species 0.000 claims description 2
- 235000016761 Piper aduncum Nutrition 0.000 claims description 2
- 240000003889 Piper guineense Species 0.000 claims description 2
- 235000017804 Piper guineense Nutrition 0.000 claims description 2
- 235000008184 Piper nigrum Nutrition 0.000 claims description 2
- 235000017304 Ruaghas Nutrition 0.000 claims description 2
- 241000736892 Thujopsis dolabrata Species 0.000 claims description 2
- 239000005844 Thymol Substances 0.000 claims description 2
- PHYFQTYBJUILEZ-UHFFFAOYSA-N Trioleoylglycerol Natural products CCCCCCCCC=CCCCCCCCC(=O)OCC(OC(=O)CCCCCCCC=CCCCCCCCC)COC(=O)CCCCCCCC=CCCCCCCCC PHYFQTYBJUILEZ-UHFFFAOYSA-N 0.000 claims description 2
- 239000001068 allium cepa oil Substances 0.000 claims description 2
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- 229940053200 antiepileptics fatty acid derivative Drugs 0.000 claims description 2
- 239000010619 basil oil Substances 0.000 claims description 2
- 229940018006 basil oil Drugs 0.000 claims description 2
- 239000010495 camellia oil Substances 0.000 claims description 2
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- 125000002704 decyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 claims description 2
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- 235000003403 Limnocharis flava Nutrition 0.000 description 1
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- 239000004472 Lysine Substances 0.000 description 1
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- 229920000877 Melamine resin Polymers 0.000 description 1
- 241001465754 Metazoa Species 0.000 description 1
- ZKNMKYCDRNFYIA-UHFFFAOYSA-N N,N-bis(hydroxymethyl)prop-2-ynamide Chemical compound C(#C)C(=O)N(CO)CO ZKNMKYCDRNFYIA-UHFFFAOYSA-N 0.000 description 1
- 235000002637 Nicotiana tabacum Nutrition 0.000 description 1
- 244000061176 Nicotiana tabacum Species 0.000 description 1
- 229920002873 Polyethylenimine Polymers 0.000 description 1
- 240000000111 Saccharum officinarum Species 0.000 description 1
- 235000007201 Saccharum officinarum Nutrition 0.000 description 1
- 235000017016 Setaria faberi Nutrition 0.000 description 1
- 241000820191 Setaria magna Species 0.000 description 1
- 235000002248 Setaria viridis Nutrition 0.000 description 1
- 240000003461 Setaria viridis Species 0.000 description 1
- 235000010086 Setaria viridis var. viridis Nutrition 0.000 description 1
- 240000006394 Sorghum bicolor Species 0.000 description 1
- 235000006923 Sorghum x drummondii Nutrition 0.000 description 1
- 240000008042 Zea mays Species 0.000 description 1
- 235000005824 Zea mays ssp. parviglumis Nutrition 0.000 description 1
- 235000002017 Zea mays subsp mays Nutrition 0.000 description 1
- KXBFLNPZHXDQLV-UHFFFAOYSA-N [cyclohexyl(diisocyanato)methyl]cyclohexane Chemical compound C1CCCCC1C(N=C=O)(N=C=O)C1CCCCC1 KXBFLNPZHXDQLV-UHFFFAOYSA-N 0.000 description 1
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- 239000002671 adjuvant Substances 0.000 description 1
- 238000013019 agitation Methods 0.000 description 1
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- 150000001298 alcohols Chemical class 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- 125000003277 amino group Chemical group 0.000 description 1
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- 239000007798 antifreeze agent Substances 0.000 description 1
- 239000003849 aromatic solvent Substances 0.000 description 1
- 230000004888 barrier function Effects 0.000 description 1
- GSPBVFMIOSWQJB-UHFFFAOYSA-N benzene-1,3,5-triamine;trihydrochloride Chemical compound Cl.Cl.Cl.NC1=CC(N)=CC(N)=C1 GSPBVFMIOSWQJB-UHFFFAOYSA-N 0.000 description 1
- JGCWKVKYRNXTMD-UHFFFAOYSA-N bicyclo[2.2.1]heptane;isocyanic acid Chemical compound N=C=O.N=C=O.C1CC2CCC1C2 JGCWKVKYRNXTMD-UHFFFAOYSA-N 0.000 description 1
- 235000010290 biphenyl Nutrition 0.000 description 1
- 239000004305 biphenyl Substances 0.000 description 1
- 229920001400 block copolymer Polymers 0.000 description 1
- 235000019282 butylated hydroxyanisole Nutrition 0.000 description 1
- 230000006208 butylation Effects 0.000 description 1
- 239000001110 calcium chloride Substances 0.000 description 1
- 229910001628 calcium chloride Inorganic materials 0.000 description 1
- 235000013877 carbamide Nutrition 0.000 description 1
- 239000000969 carrier Substances 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 239000003153 chemical reaction reagent Substances 0.000 description 1
- SBPBAQFWLVIOKP-UHFFFAOYSA-N chlorpyrifos Chemical compound CCOP(=S)(OCC)OC1=NC(Cl)=C(Cl)C=C1Cl SBPBAQFWLVIOKP-UHFFFAOYSA-N 0.000 description 1
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- CZZYITDELCSZES-UHFFFAOYSA-N diphenylmethane Chemical compound C=1C=CC=CC=1CC1=CC=CC=C1 CZZYITDELCSZES-UHFFFAOYSA-N 0.000 description 1
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- 239000010419 fine particle Substances 0.000 description 1
- OQZCSNDVOWYALR-UHFFFAOYSA-N flurochloridone Chemical compound FC(F)(F)C1=CC=CC(N2C(C(Cl)C(CCl)C2)=O)=C1 OQZCSNDVOWYALR-UHFFFAOYSA-N 0.000 description 1
- 239000006260 foam Substances 0.000 description 1
- 230000000855 fungicidal effect Effects 0.000 description 1
- 125000001046 glycoluril group Chemical group [H]C12N(*)C(=O)N(*)C1([H])N(*)C(=O)N2* 0.000 description 1
- 229940015043 glyoxal Drugs 0.000 description 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 1
- 238000011065 in-situ storage Methods 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 230000000749 insecticidal effect Effects 0.000 description 1
- 230000001788 irregular Effects 0.000 description 1
- IQPQWNKOIGAROB-UHFFFAOYSA-N isocyanate group Chemical group [N-]=C=O IQPQWNKOIGAROB-UHFFFAOYSA-N 0.000 description 1
- 238000009533 lab test Methods 0.000 description 1
- 239000005910 lambda-Cyhalothrin Substances 0.000 description 1
- 231100001231 less toxic Toxicity 0.000 description 1
- 238000011068 loading method Methods 0.000 description 1
- 230000014759 maintenance of location Effects 0.000 description 1
- JDSHMPZPIAZGSV-UHFFFAOYSA-N melamine Chemical compound NC1=NC(N)=NC(N)=N1 JDSHMPZPIAZGSV-UHFFFAOYSA-N 0.000 description 1
- 239000000401 methanolic extract Substances 0.000 description 1
- AYLRODJJLADBOB-QMMMGPOBSA-N methyl (2s)-2,6-diisocyanatohexanoate Chemical compound COC(=O)[C@@H](N=C=O)CCCCN=C=O AYLRODJJLADBOB-QMMMGPOBSA-N 0.000 description 1
- 150000005217 methyl ethers Chemical class 0.000 description 1
- LSHROXHEILXKHM-UHFFFAOYSA-N n'-[2-[2-[2-(2-aminoethylamino)ethylamino]ethylamino]ethyl]ethane-1,2-diamine Chemical compound NCCNCCNCCNCCNCCN LSHROXHEILXKHM-UHFFFAOYSA-N 0.000 description 1
- VSCHSMOMBMUXDA-UHFFFAOYSA-N n-(hydroxymethyl)prop-2-ynamide Chemical compound OCNC(=O)C#C VSCHSMOMBMUXDA-UHFFFAOYSA-N 0.000 description 1
- 239000007764 o/w emulsion Substances 0.000 description 1
- 239000003002 pH adjusting agent Substances 0.000 description 1
- 150000004986 phenylenediamines Chemical class 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- 229920003023 plastic Polymers 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 229920000768 polyamine Polymers 0.000 description 1
- 229920000151 polyglycol Polymers 0.000 description 1
- 239000010695 polyglycol Substances 0.000 description 1
- 150000003138 primary alcohols Chemical class 0.000 description 1
- 230000006207 propylation Effects 0.000 description 1
- HCJTYESURSHXNB-UHFFFAOYSA-N propynamide Chemical class NC(=O)C#C HCJTYESURSHXNB-UHFFFAOYSA-N 0.000 description 1
- 230000009467 reduction Effects 0.000 description 1
- 238000000611 regression analysis Methods 0.000 description 1
- 239000012260 resinous material Substances 0.000 description 1
- 150000003333 secondary alcohols Chemical class 0.000 description 1
- 235000010344 sodium nitrate Nutrition 0.000 description 1
- 239000004317 sodium nitrate Substances 0.000 description 1
- RYYKJJJTJZKILX-UHFFFAOYSA-M sodium octadecanoate Chemical class [Na+].CCCCCCCCCCCCCCCCCC([O-])=O RYYKJJJTJZKILX-UHFFFAOYSA-M 0.000 description 1
- 241000894007 species Species 0.000 description 1
- 235000013599 spices Nutrition 0.000 description 1
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- 238000003756 stirring Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 230000002195 synergetic effect Effects 0.000 description 1
- FAGUFWYHJQFNRV-UHFFFAOYSA-N tetraethylenepentamine Chemical compound NCCNCCNCCNCCN FAGUFWYHJQFNRV-UHFFFAOYSA-N 0.000 description 1
- 239000002562 thickening agent Substances 0.000 description 1
- RUELTTOHQODFPA-UHFFFAOYSA-N toluene 2,6-diisocyanate Chemical class CC1=C(N=C=O)C=CC=C1N=C=O RUELTTOHQODFPA-UHFFFAOYSA-N 0.000 description 1
- 231100000419 toxicity Toxicity 0.000 description 1
- 230000001988 toxicity Effects 0.000 description 1
- 238000005690 transetherification reaction Methods 0.000 description 1
- 150000005219 trimethyl ethers Chemical class 0.000 description 1
- 239000004562 water dispersible granule Substances 0.000 description 1
- 239000000230 xanthan gum Substances 0.000 description 1
- 229920001285 xanthan gum Polymers 0.000 description 1
- 229940082509 xanthan gum Drugs 0.000 description 1
- 235000010493 xanthan gum Nutrition 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/72—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms
- A01N43/80—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms five-membered rings with one nitrogen atom and either one oxygen atom or one sulfur atom in positions 1,2
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N25/00—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests
- A01N25/26—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests in coated particulate form
- A01N25/28—Microcapsules or nanocapsules
Abstract
L'invention concerne une composition herbicide comprenant une suspension aqueuse de microcapsules, les microcapsules ayant une paroi de capsule en polymère condensé poreux, les microcapsules contenant une solution de clomazone dans un système solvant comprenant une ou plusieurs huiles non comestibles. La présente invention décrit un procédé de préparation de la composition comprenant l'utilisation d'une phase non miscible avec l'eau comprenant de la clomazone, d'un isocyanate et éventuellement d'un agent de réticulation ACD, dissous dans un système solvant comprenant une huile non comestible; l'utilisation d'une phase aqueuse comprenant un ou plusieurs tensioactifs; la combinaison de la phase non miscible avec l'eau et de la phase aqueuse pour former une dispersion de la phase non miscible avec l'eau dans la phase aqueuse; formant ainsi des microcapsules de polyurée contenant des gouttelettes de la phase non miscible avec l'eau; et le durcissement des microcapsules.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB1405446.4A GB2509431B (en) | 2014-03-26 | 2014-03-26 | Herbicidal composition, a method for its preparation and the use thereof |
| PCT/CN2015/073733 WO2015143979A1 (fr) | 2014-03-26 | 2015-03-06 | Composition herbicide, procédé pour sa préparation et son utilisation |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| EP3122183A1 true EP3122183A1 (fr) | 2017-02-01 |
| EP3122183A4 EP3122183A4 (fr) | 2017-09-13 |
Family
ID=50686976
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| EP15768386.3A Withdrawn EP3122183A4 (fr) | 2014-03-26 | 2015-03-06 | Composition herbicide, procédé pour sa préparation et son utilisation |
Country Status (10)
| Country | Link |
|---|---|
| US (1) | US10499639B2 (fr) |
| EP (1) | EP3122183A4 (fr) |
| CN (1) | CN106061251B (fr) |
| BR (1) | BR112016022077B1 (fr) |
| FR (1) | FR3018998B1 (fr) |
| GB (1) | GB2509431B (fr) |
| RU (1) | RU2657457C2 (fr) |
| TW (1) | TWI687160B (fr) |
| UA (1) | UA118282C2 (fr) |
| WO (1) | WO2015143979A1 (fr) |
Families Citing this family (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN105851067B (zh) * | 2016-03-30 | 2018-12-18 | 中国科学院测量与地球物理研究所 | 一种茴香提取液及制备方法并将其用于控制浮萍的生长 |
| EP3278666A1 (fr) | 2016-08-04 | 2018-02-07 | Bayer CropScience Aktiengesellschaft | Concentrés de suspension en capsule à base de 2-(2,4-dichlorobenzyl)-4,4-diméthyl-1,2-oxazolidin-3-one |
| CN108672984A (zh) * | 2018-05-28 | 2018-10-19 | 兰州理工大学 | 一种用于金属材料焊接的抗氧化助焊剂 |
| WO2020035872A1 (fr) * | 2018-08-13 | 2020-02-20 | Anax Laboratories Pvt Ltd | Composition et procédé de formulation de produits encapsulés physiquement et chimiquement stables avec de la gomme de diutane et leurs applications |
| CN112996389A (zh) * | 2018-11-13 | 2021-06-18 | 爱利思达生命科学有限公司 | 环己二酮胶囊包封方法和产品 |
| US20220159971A1 (en) * | 2019-03-01 | 2022-05-26 | Hi-Ag Group, Ltd. | Plant and Soil Amendment Composition and Method |
| CN110639444B (zh) * | 2019-09-27 | 2022-01-04 | 福州大学 | 一种基于微流控技术制备芳香植物油微胶囊的方法 |
| CN110742098A (zh) * | 2019-11-01 | 2020-02-04 | 中山榄菊日化实业有限公司 | 一种驱蚊片及其制备方法 |
| BR112022018331A2 (pt) | 2020-03-13 | 2022-11-22 | Harpe Bioherbicide Solutions Inc | Composição de herbicida, método de controle de ervas daninhas e método para aumentar o efeito herbicida |
| JPWO2022118816A1 (fr) * | 2020-12-01 | 2022-06-09 |
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| PT792100E (pt) | 1994-11-16 | 2003-06-30 | Fmc Corp | Formulacoes de clomazona com baixa volatilidade |
| US5783520A (en) * | 1995-06-26 | 1998-07-21 | Monsanto Company | Microencapsulated herbicidal compositions comprising clomazone and edible oils |
| US5583090A (en) | 1995-06-26 | 1996-12-10 | Monsanto Company | Herbicidal microencapsulated clomazone compositions with reduced vapor transfer |
| ES2193738T3 (es) * | 1998-08-18 | 2003-11-01 | Fmc Corp | Combinacion de dos o mas principios activos utilizando formulaciones microencapsuladas. |
| US6218339B1 (en) * | 1999-03-18 | 2001-04-17 | Fmc Corporation | Microencapsulated clomazone in the presence of fat and resin |
| AU2004236057B2 (en) * | 2003-05-11 | 2010-02-25 | Ben Gurion University Of The Negev Research And Development Authority | Encapsulated essential oils |
| DE502004004148D1 (de) | 2004-09-27 | 2007-08-02 | Burkhardt Gmbh Maschinenfabrik | Direktantrieb und Steuerung für eine Exzenterpresse |
| HUE038015T2 (hu) * | 2006-03-30 | 2018-09-28 | Fmc Corp | Acetilén karbamid származék-polikarbamid polimerek, és ezek mikrokapszulái és kiszerelései szabályozott kibocsátáshoz |
| EP2303022B1 (fr) * | 2008-05-09 | 2012-06-27 | Cheminova A/S | Combinaison herbicide synergique de clomazone et de pethoxamide |
| CN101507436B (zh) * | 2009-04-02 | 2010-07-21 | 济南科赛基农化工有限公司 | 含精喹禾灵、氟磺胺草醚和广灭灵的除草组合剂型及其制备方法 |
| CN101747187B (zh) * | 2009-12-25 | 2013-01-16 | 浙江工业大学 | 一种棕榈酸异辛酯的制备方法 |
| BR112012024755B1 (pt) * | 2010-03-29 | 2021-08-17 | Upl Limited | Formulação de suspensão em cápsula estável ao armazenamento compreendendo uma quantidade herbicidamente efetiva de clomazona encapsulada em uma parede de invólucro polímerico de microcápsulas, processo para a preparação da mesma e método para controle de ervas daninhas em um local |
| US20110269063A1 (en) | 2010-04-28 | 2011-11-03 | Xerox Corporation | Phenolic glycoluril containing photoconductors |
| ES2628087T3 (es) * | 2010-06-25 | 2017-08-01 | Cognis Ip Management Gmbh | Procedimiento para producir microcápsulas |
| CN101984808B (zh) * | 2010-07-22 | 2012-11-21 | 福建诺德生物科技有限责任公司 | 一种以松脂基植物油为溶剂的微乳制剂及其制备方法 |
| PE20141483A1 (es) * | 2011-08-10 | 2014-11-16 | Upl Ltd | Formulacion herbicida mejorada |
| AU2012365434B2 (en) * | 2011-11-02 | 2015-09-03 | Deepak Shah | Variable release water dispersible granule composition |
| CA2879854C (fr) * | 2012-07-27 | 2021-07-20 | Fmc Corporation | Formulations de clomazone |
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2014
- 2014-03-26 GB GB1405446.4A patent/GB2509431B/en active Active
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2015
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- 2015-03-06 WO PCT/CN2015/073733 patent/WO2015143979A1/fr active Application Filing
- 2015-03-06 CN CN201580003717.4A patent/CN106061251B/zh active Active
- 2015-03-06 UA UAA201609762A patent/UA118282C2/uk unknown
- 2015-03-06 EP EP15768386.3A patent/EP3122183A4/fr not_active Withdrawn
- 2015-03-06 RU RU2016141861A patent/RU2657457C2/ru active
- 2015-03-06 US US15/126,258 patent/US10499639B2/en not_active Expired - Fee Related
- 2015-03-17 FR FR1552157A patent/FR3018998B1/fr active Active
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|---|---|
| TWI687160B (zh) | 2020-03-11 |
| GB2509431A (en) | 2014-07-02 |
| WO2015143979A1 (fr) | 2015-10-01 |
| CN106061251B (zh) | 2020-06-02 |
| CN106061251A (zh) | 2016-10-26 |
| BR112016022077A2 (fr) | 2017-08-15 |
| RU2016141861A (ru) | 2018-04-26 |
| RU2016141861A3 (fr) | 2018-04-26 |
| FR3018998A1 (fr) | 2015-10-02 |
| FR3018998B1 (fr) | 2018-11-16 |
| UA118282C2 (uk) | 2018-12-26 |
| RU2657457C2 (ru) | 2018-06-14 |
| US10499639B2 (en) | 2019-12-10 |
| EP3122183A4 (fr) | 2017-09-13 |
| TW201545652A (zh) | 2015-12-16 |
| GB201405446D0 (en) | 2014-05-07 |
| US20170079272A1 (en) | 2017-03-23 |
| BR112016022077B1 (pt) | 2022-09-06 |
| GB2509431B (en) | 2016-09-14 |
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